Home History
| Scotland League Challenge Cup | 2019/08/06 18:30 | Fraserburgh v Ross County U21 | W | 2-3 |
Away History
| Scotland League One | 2019/08/10 14:00 | Raith v Clyde | W | 5-2 |
| Scotland League One | 2019/08/03 14:00 | Dumbarton v Raith | W | 0-1 |
| Scotland League Cup | 2019/07/27 14:00 | Cove Rangers v Raith | L | 3-0 |
| Scotland League Cup | 2019/07/23 18:45 | Raith v Peterhead | W | 3-1 |
| Scotland League Cup | 2019/07/20 14:00 | Inverness CT v Raith | L | 4-1 |
| Scotland League Cup | 2019/07/13 14:00 | Raith v Dundee | L | 0-3 |
| Club Friendly List | 2019/07/09 18:45 | Raith v Cowdenbeath | W | 2-1 |
| Club Friendly List | 2019/07/06 14:00 | Raith v Spartans | W | 2-0 |